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具有抗番茄斑萎病毒和杀虫活性的喹诺里西啶生物碱来自 R. Br. 的种子

Quinolizidine Alkaloids with Antitomato Spotted Wilt Virus and Insecticidal Activities from the Seeds of R. Br.

机构信息

State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China.

The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002, China.

出版信息

J Agric Food Chem. 2022 Jul 27;70(29):9214-9226. doi: 10.1021/acs.jafc.2c02546. Epub 2022 Jul 18.

Abstract

As part of our ongoing investigation of pesticide active quinolizidine alkaloids (QAs) from the family Fabaceae, the chemical constituents of the seeds of R. Br. were systematically investigated. Bioassay-guided fractionation and purification of the crude extract led to the isolation of seventeen new QAs (-), including three new naturally occurring compounds (-), along with 15 known compounds (-). Their structures were elucidated by comprehensive spectroscopic data analysis (IR, UV, NMR, and HRESIMS) and quantum chemistry calculations (C NMR and ECD). The antitomato spotted wilt virus activities and insecticidal activities against , (Stal), and of compounds - were screened using the lesion counting method, spray method, and rice-stem dipping method, respectively. Biological tests indicated that compounds , , and displayed significant anti-TSWV activities compared with the positive control ningnanmycin. Compounds , , and showed better insecticidal activities against with LC values of 10.07, 12.07, and 6.56 mg/L, respectively. Moreover, compounds , , and exhibited moderate insecticidal activities against (Stal) with LC values of 37.91, 53.44, and 31.21 mg/L, respectively. Furthermore, compounds and exhibited moderate insecticidal activities against .

摘要

作为我们对豆科植物中农药活性喹诺里西啶生物碱 (QAs) 持续研究的一部分,我们系统地研究了 R. Br. 种子的化学成分。粗提取物的生物测定导向分离和纯化导致分离出十七种新的 QAs(-),包括三种新的天然存在的化合物(-),以及 15 种已知的化合物(-)。通过全面的光谱数据分析(IR、UV、NMR 和 HRESIMS)和量子化学计算(C NMR 和 ECD)阐明了它们的结构。使用损伤计数法、喷雾法和水稻茎浸提法分别筛选了化合物-对番茄斑点萎蔫病毒的活性和对 、 和 的杀虫活性。生物测试表明,与阳性对照宁南霉素相比,化合物-、-和-显示出显著的抗 TSWV 活性。化合物-、-和-对 具有更好的杀虫活性,LC 值分别为 10.07、12.07 和 6.56 mg/L。此外,化合物-、-和-对 (Stal)具有中等的杀虫活性,LC 值分别为 37.91、53.44 和 31.21 mg/L。此外,化合物-和-对 表现出中等的杀虫活性。

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